A snow-covered town with a river running through it, surrounded by mountains and trees.

Find hotels in Winchester, NH from Rp1.273.132

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Check prices for these dates

Tonight
12 Aug - 13 Aug
Tomorrow
13 Aug - 14 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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Our top choices for Winchester hotels

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Breakfast included
Hotel
New England Sweetwater Farm & Distillery

1. Centennial House

Centennial House
Northfield
United States
Amy
Rp3.186.632
Rp3.368.270 total
includes taxes & fees
13 Aug - 14 Aug
Centennial House

2. Shelburne Springs

Shelburne Springs
Shelburne
Rp6.655.462
Rp7.434.196 total
includes taxes & fees
23 Aug - 24 Aug
Shelburne Springs

3. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Bonnie
Rp2.397.280
Rp2.637.009 total
includes taxes & fees
6 Sept - 7 Sept
Comfort Inn & Suites Brattleboro I-91

4. Windmill Motel Restaurant

Windmill Motel Restaurant
Bernardston
United States
Robert
Rp2.157.232
Rp2.409.628 total
includes taxes & fees
15 Aug - 16 Aug
Windmill Motel Restaurant

5. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
Ramica
Rp2.284.636
Rp2.478.760 total
includes taxes & fees
10 Sept - 11 Sept
Keene Elm City Hotel, an Ascend Collection Hotel

6. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Michael
Rp1.524.267
Rp1.653.829 total
includes taxes & fees
3 Sept - 4 Sept
Days Inn by Wyndham Keene NH

7. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Helen
Rp2.645.495
Rp2.870.451 total
includes taxes & fees
3 Sept - 4 Sept
Best Western Plus Keene Hotel

8. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
Robert
Rp2.600.026
Rp2.860.028 total
includes taxes & fees
14 Aug - 15 Aug
Black Mountain Inn

9. The Inn At Crumpin Fox

The Inn At Crumpin Fox
Bernardston
United States
allisha
Rp2.883.412
Rp3.220.757 total
includes taxes & fees
19 Aug - 20 Aug
The Inn At Crumpin Fox

10. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Greg
Rp2.096.155
Rp2.305.771 total
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn Brattleboro

11. Latchis Hotel

Latchis Hotel
Brattleboro
United States
mark
Rp2.150.041
Rp2.365.045 total
includes taxes & fees
24 Aug - 25 Aug
Latchis Hotel

12. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Marnie
Rp3.071.615
Rp3.378.777 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG

13. The Putney Inn

The Putney Inn
Putney
United States
Robert
Rp2.210.299
Rp2.431.418 total
includes taxes & fees
16 Aug - 17 Aug
The Putney Inn

14. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
VINCENT JOEL
Rp1.848.613
Rp2.033.476 total
includes taxes & fees
17 Aug - 18 Aug
The Covered Bridge Inn

15. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Nancy
Rp3.187.910
Rp3.458.883 total
includes taxes & fees
31 Aug - 1 Sept
Courtyard by Marriott Keene Downtown

16. Colonial Motel

Colonial Motel
Brattleboro
United States
James
Rp1.326.298
Rp1.458.926 total
includes taxes & fees
16 Aug - 17 Aug
Colonial Motel

17. The Colonial Hotel

The Colonial Hotel
Gardner
United States
Zachary
Rp2.731.840
Rp3.051.552 total
includes taxes & fees
16 Aug - 17 Aug
The Colonial Hotel

18. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
Brian
Rp2.852.341
Rp3.094.790 total
includes taxes & fees
30 Aug - 31 Aug
Fairfield Inn & Suites by Marriott Keene Downtown

19. The Burrell House

The Burrell House
Keene
United States
Justin
Rp2.241.320
Rp2.499.072 total
includes taxes & fees
18 Aug - 19 Aug
The Burrell House

20. Vikings Villages Resort

Vikings Villages Resort
Guilford
United States
Juli
Rp2.421.879
Rp2.824.637 total
includes taxes & fees
7 Sept - 8 Sept
Vikings Villages Resort
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Stay near popular Winchester attractions

Cass Pond

This serene 54-acre pond in Richmond offers peaceful fishing for bass, pickerel, and perch. Bring your own gear and a valid New Hampshire fishing licence to fully enjoy this tranquil natural retreat.
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Winchester Speedpark

Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.
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Richmond Wildlife Manangement Area

This protected wilderness features diverse New Hampshire ecosystems across forests, wetlands, and meadows. Explore marked trails for wildlife viewing, especially during spring migration or autumn's foliage display.
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New England Sweetwater Farm & Distillery

This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskies while learning about the distillation process in a warm space adorned with reclaimed wood.
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Barden State Wildlife Management Area

This serene wildlife reserve in New Hampshire offers undisturbed natural landscapes for wildlife observation. Bring binoculars for spotting native species while exploring the peaceful trails during spring through fall.
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Conant Public Library

This historic 1892 library houses Winchester's heritage collection, including one of New England's earliest pipe organs. Browse artefacts or research local history with help from knowledgeable staff.
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Bennett Gorge

This secluded woodland trail winds alongside a brook to the remnants of an historic mill. Explore Richmond's industrial past while enjoying the tranquil sounds of flowing water and forest solitude.
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Richmond Town Hall

This 1780 New England meeting house showcases traditional white weatherboard architecture and historic timber framing. Explore one of New Hampshire's oldest civic buildings, listed on the National Register.
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Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic city centre district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

See all hotels in Winchester
A snow-covered town with a river running through it, surrounded by mountains and trees.

Top Winchester Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Lovely Hampton. Great staff. Would recommend."
David 1-night trip
Posted 1 hour ago
Hampton Inn Brattleboro
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Everything was very clean and very well taken care of. The bed was very comfortable the place where I think maybe the stay was lacking was the breakfast, not very exciting. It was adequate and well stocked. I do like that. There was coffee available 24 hours."
Margaret 2-night trip
Posted 19 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"We went just for a quiet night away and it surpassed my expectations. The cabins were wonderful and there was plenty to do to keep my teenagers entertained."
Juli 1-night trip
Posted 2 days ago
Vikings Villages Resort
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Balcony over looking the river. Very relaxing"
Hosea 2-night trip
Posted 2 days ago
Riverside Hotel, an Ascend Collection Hotel
The Inn At Crumpin Fox

The Inn At Crumpin Fox

8/10 Good
"This hotel is a solid option when exploring the northern edges of Western Mass. The air conditioning was fantastic, and in an area where many have none, or are working from window units, this was useful for an August stay. There are no real frills at The Inn, but the water pressure is good and the AC works, so that’s a high recommendation."
Bjorn 3-night trip
Posted 2 days ago
The Inn At Crumpin Fox
Windmill Motel Restaurant

Windmill Motel Restaurant

10/10 Excellent
"I love the outdoor seating area with the tent and outdoor couches and I love the colors and textures used for the room I stayed in. When I checked in, I was hot from being at SoulFest and the owners gave me a cloth hand fan for free! When I came home that night, I was hungry and there were chips and chocolates in my room! That was wonderful and thoughtful. They also sell food in the office, if you need something more substantial. The mattress and pillows were so comfortable that I had trouble getting myself up the next morning! Slept like a rock. 10/10 for the Windmill! Can't wait to see what the restaurant will be like when it opens! I will definitely come back next year, if there is availability!"
June 1-night trip
Posted 2 days ago
Windmill Motel Restaurant
Latchis Hotel

Latchis Hotel

8/10 Good
"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."
Jonathan 1-night trip
Posted 3 days ago
Latchis Hotel
The Putney Inn

The Putney Inn

8/10 Good
"I feel the 8.6 is much too overrated. A 7, maybe. Old building, needs a facelift. Clean, but does not feel as a happy place. Old rugs. Very dark ( but clean) rooms. Felt like in a cave. Manager had no people skills, not welcoming. Will not stay there again. Put a little money into the place!"
irina 1-night trip
Posted 3 days ago
The Putney Inn
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

8/10 Good
"Just one point the air conditioning was either too hot or too cold."
Matthew 2-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Keene Downtown

More cheap stays in Winchester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
Rp1.524.267
Rp1.653.829 total
3 Sept - 4 Sept
includes taxes & fees
7/10 Good! (1,005 reviews)
Days Inn by Wyndham Keene NH
Gardner Inn

Gardner Inn

22 Pearson Blvd Gardner MA
Rp1.757.745
Rp1.963.348 total
17 Aug - 18 Aug
includes taxes & fees
Gardner Inn
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
Rp2.096.155
Rp2.305.771 total
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
Hampton Inn Brattleboro
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
Rp2.150.041
Rp2.365.045 total
24 Aug - 25 Aug
includes taxes & fees
Latchis Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
Rp2.284.636
Rp2.478.760 total
10 Sept - 11 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
Rp2.397.280
Rp2.637.009 total
6 Sept - 7 Sept
includes taxes & fees
Comfort Inn & Suites Brattleboro I-91

Hotels in Winchester with star rating

Frequently asked questions

What's the best place to stay in Winchester?
Keene Elm City Hotel, an Ascend Collection Hotel, located 2.1 mi (3.5 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Colonial Hotel and Best Western Plus Keene Hotel. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What are some hotels with pools in Winchester?
Keene Elm City Hotel, an Ascend Collection Hotel: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. The Colonial Hotel and Best Western Plus Keene Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester will definitely enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 6 hotels and other accommodation options to choose from. Find out more about Winchester.
What are the top places to visit in Winchester?
Natural beauty is on display at Cass Pond, Royalston State Forest and Rhododendron State Park. A couple of additional sights to add to your itinerary are Winchester Speedpark and Pisgah State Park. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.

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